Airbnb Properties for Sale in Fleming Island, FL

Looking for a vacation rental investment in Fleming Island, FL with high ROI ?

Explore a range of newly added short-term rental homes in Fleming Island, FL. Make a smart investment with newly available Airbnb properties and find the ideal high-ROI property for sale.

Airbnb For Sale in Fleming Island, FL

Q: How to get Fleming-island, FL Airbnb data?

Airbnb data on vacation rentals in Fleming-island, FL is available at Mashvisor. You can access data such as listings, real-time pricing trends, Fleming-island, FL market insights, guest information and booking details, seasonality trends and historical Fleming-island, FL Airbnb performance data .

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
1565 ROYAL FERN Lane Fleming Island, FL Welcome to this beautifully maintained all brick home nestled in the highly sought-after g...	4 beds \| 2 baths \| 2,331 sq.ft.	$495,000	Airbnb cash on cash: 3.07% Traditional cash on cash: 2.99% Airbnb Rental Income: $3257 Traditional Rental Income: $2487 Airbnb ROI: 3.07% Traditional ROI: 2.99%
1207 STERN Way Fleming Island, FL JUST LISTED in Harbor Island community of Fleming Island! BUYER INCENTIVE: SELLER PAYING u...	4 beds \| 2 baths \| 1,764 sq.ft.	$309,900	Airbnb cash on cash: 5.81% Traditional cash on cash: 5.12% Airbnb Rental Income: $3257 Traditional Rental Income: $2326 Airbnb ROI: 5.81% Traditional ROI: 5.12%
2171 TRAILWOOD Drive Fleming Island, FL Welcome home to this beautifully upgraded 3 bedroom, 2 bath gem in the highly sought-after...	3 beds \| 2 baths \| 1,726 sq.ft.	$379,000	Airbnb cash on cash: 3.85% Traditional cash on cash: 3.33% Airbnb Rental Income: $2916 Traditional Rental Income: $2054 Airbnb ROI: 3.85% Traditional ROI: 3.33%
762 HIBERNIA FOREST Drive Fleming Island, FL LARGE . 40 Acre Lot - Welcome to 762 Hibernia Forest Dr, a beautifully updated and move-in...	3 beds \| 2 baths \| 1,586 sq.ft.	$399,900	Airbnb cash on cash: 3.85% Traditional cash on cash: 3.76% Airbnb Rental Income: $2916 Traditional Rental Income: $2209 Airbnb ROI: 3.85% Traditional ROI: 3.76%
4966 HARVEY GRANT Road Fleming Island, FL This home sits on over an acre in a quiet, established neighborhood directly across from t...	3 beds \| 2 baths \| 2,116 sq.ft.	$399,999	Airbnb cash on cash: 3.84% Traditional cash on cash: 3.69% Airbnb Rental Income: $2916 Traditional Rental Income: $2185 Airbnb ROI: 3.84% Traditional ROI: 3.69%
2746 Archer Street Fleming Island, FL Welcome to this well-maintained 4-bedroom, 2-bath home tucked in a quiet cul-de-sac. Updat...	4 beds \| 2 baths \| 1,799 sq.ft.	$375,000	Airbnb cash on cash: 5.15% Traditional cash on cash: 4.17% Airbnb Rental Income: $3257 Traditional Rental Income: $2180 Airbnb ROI: 5.15% Traditional ROI: 4.17%
1477 GREENWAY Place Fleming Island, FL Massive Price Reduction! Great 3 Bedroom 2 bath home in Fleming Island Plantation! Roof re...	3 beds \| 2 baths \| 1,922 sq.ft.	$325,000	Airbnb cash on cash: 3.98% Traditional cash on cash: 3.56% Airbnb Rental Income: $2916 Traditional Rental Income: $2113 Airbnb ROI: 3.98% Traditional ROI: 3.56%
1798 COVINGTON Lane Fleming Island, FL Looking for space, style, and unbeatable outdoor living? This must-see home in Fleming Isl...	4 beds \| 2 baths \| 3,119 sq.ft.	$480,000	Airbnb cash on cash: 3.32% Traditional cash on cash: 3.27% Airbnb Rental Income: $3257 Traditional Rental Income: $2502 Airbnb ROI: 3.32% Traditional ROI: 3.27%
1500 CALMING WATER Drive unit: 2406 #2406 Fleming Island, FL Beautiful End Unit in this gated community is being offered as MOVE IN READY! Just Freshly...	3 beds \| N/A baths \| 1,817 sq.ft.	$269,900	Airbnb cash on cash: 4.6% Traditional cash on cash: 3.47% Airbnb Rental Income: $2916 Traditional Rental Income: $1955 Airbnb ROI: 4.6% Traditional ROI: 3.47%
1279 PIRATES COVE Lane Fleming Island, FL Welcome to 1279 Pirates Cove Ln in Fleming Island's popular Harbor Island community - a be...	4 beds \| 2 baths \| 2,082 sq.ft.	$399,500	Airbnb cash on cash: 4.32% Traditional cash on cash: 3.71% Airbnb Rental Income: $3257 Traditional Rental Income: $2298 Airbnb ROI: 4.32% Traditional ROI: 3.71%
1421 WOODLAND VIEW Drive Fleming Island, FL Included 100-Day Home Warranty with buyer activation.Welcome to your dream home! This prop...	4 beds \| 2 baths \| 1,927 sq.ft.	$340,000	Airbnb cash on cash: 5.29% Traditional cash on cash: 4.7% Airbnb Rental Income: $3257 Traditional Rental Income: $2337 Airbnb ROI: 5.29% Traditional ROI: 4.7%
1884 LAKE FOREST Lane Fleming Island, FL Final price reduction / Bring all cash offers - NO SUB-TO** Price reduced! Exceptional...	3 beds \| 2 baths \| 1,476 sq.ft.	$299,000	Airbnb cash on cash: 4.91% Traditional cash on cash: 3.71% Airbnb Rental Income: $2916 Traditional Rental Income: $1902 Airbnb ROI: 4.91% Traditional ROI: 3.71%
770 HIBERNIA Road Fleming Island, FL SHORT SALE - Incredible Opportunity! Spacious 4-bedroom home with oversized den, 3 full ba...	5 beds \| 3 baths \| 2,900 sq.ft.	$409,900	Airbnb cash on cash: 8.79% Traditional cash on cash: 5.35% Airbnb Rental Income: $5355 Traditional Rental Income: $2954 Airbnb ROI: 8.79% Traditional ROI: 5.35%
560 MAJESTIC WOOD Drive Fleming Island, FL *Seller is offering $5k in Buyer concessions towards buyer's closing costs on offers accep...	4 beds \| 2 baths \| 2,049 sq.ft.	$363,000	Airbnb cash on cash: 5.41% Traditional cash on cash: 5.23% Airbnb Rental Income: $3257 Traditional Rental Income: $2464 Airbnb ROI: 5.41% Traditional ROI: 5.23%
1875 GREEN SPRINGS Circle unit: B #B Fleming Island, FL Step into your dream lifestyle with this stunning 2-story townhome, perfectly nestled in t...	3 beds \| N/A baths \| 1,664 sq.ft.	$239,000	Airbnb cash on cash: 5.07% Traditional cash on cash: 3.56% Airbnb Rental Income: $2916 Traditional Rental Income: $1899 Airbnb ROI: 5.07% Traditional ROI: 3.56%
2307 CROOKED PINE Lane Fleming Island, FL Motivated Seller - HUGE price improvement NEW roof with full price offer! Preferred lend...	5 beds \| 3 baths \| 3,037 sq.ft.	$550,000	Airbnb cash on cash: 6.09% Traditional cash on cash: 3.38% Airbnb Rental Income: $5355 Traditional Rental Income: $2884 Airbnb ROI: 6.09% Traditional ROI: 3.38%
1203 STERN Way Fleming Island, FL Come enjoy this lovely well maintained 4 bedroom beauty. Upon entering, the formal dining ...	4 beds \| 2 baths \| 1,996 sq.ft.	$360,000	Airbnb cash on cash: 4.89% Traditional cash on cash: 4.48% Airbnb Rental Income: $3257 Traditional Rental Income: $2386 Airbnb ROI: 4.89% Traditional ROI: 4.48%
1912 BLUEBONNET Way Fleming Island, FL Welcome Home! Step into comfort and peace of mind with this beautifully updated home nestl...	3 beds \| 2 baths \| 1,964 sq.ft.	$499,000	Airbnb cash on cash: 2.46% Traditional cash on cash: 2.46% Airbnb Rental Income: $2916 Traditional Rental Income: $2241 Airbnb ROI: 2.46% Traditional ROI: 2.46%
2025 CASTLE POINT Court Fleming Island, FL Enjoy resort-style living without the 30-year CDD bond! Located in gated Romeo Point, ther...	5 beds \| N/A baths \| 3,042 sq.ft.	$650,000	Airbnb cash on cash: 5.07% Traditional cash on cash: 3.86% Airbnb Rental Income: $5355 Traditional Rental Income: $3544 Airbnb ROI: 5.07% Traditional ROI: 3.86%
1810 GREEN SPRINGS Circle unit: B #B Fleming Island, FL Do you enjoy the peacefulness of looking at the woods and listening to the birds chatting ...	3 beds \| N/A baths \| 1,460 sq.ft.	$245,000	Airbnb cash on cash: 7.3% Traditional cash on cash: 5.42% Airbnb Rental Income: $2916 Traditional Rental Income: $1805 Airbnb ROI: 7.3% Traditional ROI: 5.42%
136 HOLLYWOOD FOREST Drive Fleming Island, FL Spacious all-brick ranch with detached garage with workshop & upstairs bonus suite-ideal f...	3 beds \| 2 baths \| 1,659 sq.ft.	$500,000	Airbnb cash on cash: 3.08% Traditional cash on cash: 2.45% Airbnb Rental Income: $2916 Traditional Rental Income: $1947 Airbnb ROI: 3.08% Traditional ROI: 2.45%
965 FLORIDA Street Fleming Island, FL Are you in search of a new construction home priced under $350k, free of HOA and CDD fees?...	4 beds \| 2 baths \| 1,659 sq.ft.	$338,900	Airbnb cash on cash: 5.76% Traditional cash on cash: 4.06% Airbnb Rental Income: $3257 Traditional Rental Income: $1985 Airbnb ROI: 5.76% Traditional ROI: 4.06%
523 PINE FOREST Drive Fleming Island, FL Check out this gem on 1.43 acres! Investors, take note-this home is priced well below mark...	3 beds \| 2 baths \| 1,882 sq.ft.	$340,000	Airbnb cash on cash: 5.06% Traditional cash on cash: 4.89% Airbnb Rental Income: $2916 Traditional Rental Income: $2186 Airbnb ROI: 5.06% Traditional ROI: 4.89%
5625 SILKWOOD Lane Fleming Island, FL Beautiful home is located the heart of Fleming Island. This 3-bedroom, 2-bathroom home sit...	3 beds \| 2 baths \| 1,629 sq.ft.	$339,000	Airbnb cash on cash: 5.09% Traditional cash on cash: 4.41% Airbnb Rental Income: $2916 Traditional Rental Income: $2025 Airbnb ROI: 5.09% Traditional ROI: 4.41%
1500 CALMING WATER Drive unit: 5503 #5503 Fleming Island, FL Priced to sell! This 3/2.5 bath townhome in highly sought after Lake Ridge Villas North. E...	3 beds \| N/A baths \| 1,492 sq.ft.	$229,900	Airbnb cash on cash: 7.15% Traditional cash on cash: 5.44% Airbnb Rental Income: $2916 Traditional Rental Income: $1868 Airbnb ROI: 7.15% Traditional ROI: 5.44%
1608 DOCKSIDE Drive Fleming Island, FL Fleming Island pool home in Harbor Island with low HOA and no CDD fees! Tucked away on a q...	4 beds \| 2 baths \| 1,710 sq.ft.	$425,000	Airbnb cash on cash: 4.52% Traditional cash on cash: 4.45% Airbnb Rental Income: $3257 Traditional Rental Income: $2494 Airbnb ROI: 4.52% Traditional ROI: 4.45%
1500 CALMING WATER Drive unit: 403 #403 Fleming Island, FL Easy Living, Full of Amenities - Townhouse style condo in Fleming Island Plantation- Disco...	3 beds \| N/A baths \| 1,492 sq.ft.	$225,000	Airbnb cash on cash: 8.27% Traditional cash on cash: 6.45% Airbnb Rental Income: $2916 Traditional Rental Income: $1854 Airbnb ROI: 8.27% Traditional ROI: 6.45%
1665 CINNAMON FERN Court Fleming Island, FL Don't miss this beautifully maintained 4-bedroom, 2-bath home, built by Sid Higginbotham, ...	4 beds \| 2 baths \| 2,051 sq.ft.	$450,000	Airbnb cash on cash: 3.57% Traditional cash on cash: 3.18% Airbnb Rental Income: $3257 Traditional Rental Income: $2360 Airbnb ROI: 3.57% Traditional ROI: 3.18%
1500 CALMING WATER Drive unit: 4102 #4102 Fleming Island, FL Welcome to Lake Ridge Villas North, nestled in the highly sought after Fleming Island Plan...	2 beds \| N/A baths \| 1,296 sq.ft.	$210,000	Airbnb cash on cash: 6.85% Traditional cash on cash: 5.67% Airbnb Rental Income: $2601 Traditional Rental Income: $1744 Airbnb ROI: 6.85% Traditional ROI: 5.67%
2321 OLD PINE Trail Fleming Island, FL has nice screened lanai. Great place to call home, this spacious 4-beds 3-baths townhome o...	4 beds \| N/A baths \| 1,894 sq.ft.	$299,900	Airbnb cash on cash: 5.72% Traditional cash on cash: 4.22% Airbnb Rental Income: $3257 Traditional Rental Income: $2102 Airbnb ROI: 5.72% Traditional ROI: 4.22%
1630 VINELAND Circle unit: C #C Fleming Island, FL Step into this stunning 2-story townhome, where style, comfort, and convenience come toget...	3 beds \| N/A baths \| 1,460 sq.ft.	$245,000	Airbnb cash on cash: 6.36% Traditional cash on cash: 4.57% Airbnb Rental Income: $2916 Traditional Rental Income: $1826 Airbnb ROI: 6.36% Traditional ROI: 4.57%
1835 GREEN SPRINGS Circle unit: D #D Fleming Island, FL This townhome is nestled in the sought after Autumn Glen community of Fleming Island. Enjo...	3 beds \| 2 baths \| 1,075 sq.ft.	$250,000	Airbnb cash on cash: 6.46% Traditional cash on cash: 3.62% Airbnb Rental Income: $2916 Traditional Rental Income: $1570 Airbnb ROI: 6.46% Traditional ROI: 3.62%

Vacation Rentals in Fleming Island

There are 32 vacation rental properties available for sale in the city of Fleming Island . The median list price of Airbnb properties available for sale in Fleming Island is $489,000 and the average price per square foot is $204. The cash on cash return on vacation rentals in Fleming Island is 3.00%. The average monthly short term rental income in Fleming Island is $3,257.

Fleming Island, FL Short Term Rentals FAQs for Buyers, Sellers and Investors

There are 32 Airbnb properties available for sale in Fleming Island.

In 2025, the best neighborhood to buy short term rental property is Fleming Island.

In October 2025, the average Airbnb occupancy rate in Fleming Island is 60%.

Airbnb data on vacation rentals in Fleming Island, FL is available at Mashvisor. You can access data such as listings, real-time pricing trends, Fleming Island, FL market insights, guest information and booking details, seasonality trends and historical Fleming Island, FL Airbnb performance data.

Your search for investment property begins and ends here

Airbnb For Sale in Fleming Island, FL

1565 ROYAL FERN Lane

Fleming Island, FL

4 beds | 2 baths | 2,331 sq.ft.

$495,000

Airbnb cash on cash: 3.07%

Traditional cash on cash: 2.99%

Airbnb Rental Income: $3257

Traditional Rental Income: $2487

Airbnb ROI: 3.07%

Traditional ROI: 2.99%

1207 STERN Way

Fleming Island, FL

4 beds | 2 baths | 1,764 sq.ft.

$309,900

Airbnb cash on cash: 5.81%

Traditional cash on cash: 5.12%

Airbnb Rental Income: $3257

Traditional Rental Income: $2326

Airbnb ROI: 5.81%

Traditional ROI: 5.12%

2171 TRAILWOOD Drive

Fleming Island, FL

3 beds | 2 baths | 1,726 sq.ft.

$379,000

Airbnb cash on cash: 3.85%

Traditional cash on cash: 3.33%

Airbnb Rental Income: $2916

Traditional Rental Income: $2054

Airbnb ROI: 3.85%

Traditional ROI: 3.33%

762 HIBERNIA FOREST Drive

Fleming Island, FL

3 beds | 2 baths | 1,586 sq.ft.

$399,900

Airbnb cash on cash: 3.85%

Traditional cash on cash: 3.76%

Airbnb Rental Income: $2916

Traditional Rental Income: $2209

Airbnb ROI: 3.85%

Traditional ROI: 3.76%

4966 HARVEY GRANT Road

Fleming Island, FL

3 beds | 2 baths | 2,116 sq.ft.

$399,999

Airbnb cash on cash: 3.84%

Traditional cash on cash: 3.69%

Airbnb Rental Income: $2916

Traditional Rental Income: $2185

Airbnb ROI: 3.84%

Traditional ROI: 3.69%

2746 Archer Street

Fleming Island, FL

4 beds | 2 baths | 1,799 sq.ft.

$375,000

Airbnb cash on cash: 5.15%

Traditional cash on cash: 4.17%

Airbnb Rental Income: $3257

Traditional Rental Income: $2180

Airbnb ROI: 5.15%

Traditional ROI: 4.17%

1477 GREENWAY Place

Fleming Island, FL

3 beds | 2 baths | 1,922 sq.ft.

$325,000

Airbnb cash on cash: 3.98%

Traditional cash on cash: 3.56%

Airbnb Rental Income: $2916

Traditional Rental Income: $2113

Airbnb ROI: 3.98%

Traditional ROI: 3.56%

1798 COVINGTON Lane

Fleming Island, FL

4 beds | 2 baths | 3,119 sq.ft.

$480,000

Airbnb cash on cash: 3.32%

Traditional cash on cash: 3.27%

Airbnb Rental Income: $3257

Traditional Rental Income: $2502

Airbnb ROI: 3.32%